反应详情

温度

110 °C

A mixture of 3-amino-7-bromo-5-(2-chlorophenyl)-1,5-dihydro-4H-pyrazolo[4,3-c]pyridin-4-one obtained in Step B of Example 18 (300 mg), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane (269 mg), (1,1′-bis(diphenylphosphino)ferrocene)dichloropalladium(II) (21.5 mg), potassium acetate (173 mg) and N,N-dimethylformamide (4.0 mL) was stirred overnight at 110° C. under argon atmosphere. The reaction mixture was cooled to room temperature, 4-(6-bromopyridin-3-yl)morpholine (430 mg), aqueous sodium carbonate solution (2 M, 0.883 mL) and tetrakis(triphenylphosphine)palladium(0) (102 mg) were added thereto, and the reaction mixture was stirred at 120° C. for 5 hr under argon atmosphere. The reaction mixture was cooled to room temperature, water was added thereto, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (basic silica gel, methanol/ethyl acetate). The obtained rough-purified product was crystallized from methanol/ethyl acetate/hexane to give the title compound (18.0 mg).

1. temperatureThe reaction mixture was cooled to room temperature
2. stirringthe reaction mixture was stirred at 120° C. for 5 hr under argon atmosphere
3. temperatureThe reaction mixture was cooled to room temperature
4. extractionthe mixture was extracted with ethyl acetate
5. washThe extract was washed with water and saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. customthe solvent was evaporated under reduced pressure
8. customThe residue was purified by silica gel chromatography (basic silica gel, methanol/ethyl acetate)
9. customThe obtained rough-purified product
10. customwas crystallized from methanol/ethyl acetate/hexane